HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Praia

$439+ Cheap flights from Chicago (CHI) to Praia (RAI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RAI
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Praia with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Chicago to Praia

One-way flights from Chicago to Praia
Search for one-way flight options from Chicago to Praia. Find affordable one-way fares based on user searches. Data last updated September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:10 pmORD - RAI
3 stops40h 30mMultiple Airlines
Deal found 9/16$439
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/48:25 pmORD - RAI
3 stops39h 20mMultiple Airlines
Deal found 9/16$509
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/17:20 pmORD - RAI
3 stops33h 30mMultiple Airlines
Deal found 9/16$594
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/36:30 pmORD - RAI
2 stops41h 20mMultiple Airlines
Deal found 9/16$602
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/28:15 pmORD - RAI
2 stops34h 40mMultiple Airlines
Deal found 9/16$726
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:10 pmORD - RAI
1 stop23h 55mTAP AIR PORTUGAL
Deal found 9/16$801
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/28:15 pmORD - RAI
1 stop22h 50mTAP AIR PORTUGAL
Deal found 9/16$867

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Praia that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Chicago to Praia that are best for you.

Fly from

Chicago

Fly to

Praia

Route

Depart

Return

Price

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 12/31

7:10 pm-4:40 pm

3 stops40h 30m

$439

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Sun 1/4

8:25 pm-4:45 pm

3 stops39h 20m

$509

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Thu 1/1

7:20 pm-9:50 am

3 stops33h 30m

$594

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Sat 1/3

6:30 pm-4:50 pm

2 stops41h 20m

$602

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Fri 1/2

8:15 pm-11:55 am

2 stops34h 40m

$726

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Wed 12/31

7:10 pm-12:05 am

1 stop23h 55m

$801

ChicagoPraia

ORD - RAI

ORDRAI

Chicago O'Hare Intl

Fri 1/2

8:15 pm-12:05 am

1 stop22h 50m

$867

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Best time to book a flight from Chicago to Praia

Have a flexible travel schedule? Discover the best time to fly to Praia from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Praia
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Praia. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Praia from Chicago?

    Located just 2.0 mi from the city center, Praia Nelson Mandela is the airport most travelers will use when flying to Praia from Chicago. Booking flights from Chicago to Nelson Mandela (RAI) should be relatively easy as there are 0 daily inbound flights from Chicago from 0 different airlines.

  • Can I find deals for flights from Chicago to Praia that include hotel bookings?

    Yes. In addition to deals on Chicago to Praia flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Praia?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Praia.

  • Can I find deals for business class flights from Chicago to Praia?

    Yes. Cheapflights offers flight deals from Chicago to Praia by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Praia?

    Currently, April is the cheapest month in which you can book a flight from Chicago to Praia (average of $530). Flying from Chicago to Praia in July is currently the most expensive (average of $1,180). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Praia

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Espargos flights
O'Hare Intl to Praia flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.